Triethylamine → 1-(Methylthiomethyl)-6-phenylthiothymine

HRID 1057248Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1057248
Cl[CH2:2][S:3][CH3:4].[C:5]1([C:11]2[NH:16][C:15](=[S:17])[NH:14][C:13](=[O:18])[C:12]=2[CH3:19])[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.C(N(CC)CC)C>CN(C)C=O>[CH3:4][S:3][CH2:2][N:16]1[C:11]([C:5]2[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=2)=[C:12]([CH3:19])[C:13](=[O:18])[NH:14][C:15]1=[S:17]

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 16916Chloromethyl methyl sulfideHCID 186710275-Methyl-6-phenyl-2-sulfanylidene-1,2,3,4-tetrahydropyrimidin-4-one

Produkt 1

HCID 538403951-(Methylthiomethyl)-6-phenylthiothymineAusbeute 8,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To 4 ml of dimethylformamide, 0.17 ml (2.0 mmol) of chloromethylmethylsulfide, 0.47 g (2.0 mmol) of 6-phenylthiothymine, 0.56 ml (2.0 mmol) of triethylamine were added and allowed to react for 22 hours at room temperature. The reaction mixture was concentrated under reduced pressure and the residue was adsorbed on a silica gel column and eluted with chloroform. The eluate was concentrated and crystallized from ethyl acetate to obtain 45 mg of the target compound (Yield: 8%).

Aufarbeitung

  1. customto react for 22 hours at room temperature
  2. concentrationThe reaction mixture was concentrated under reduced pressure
  3. washeluted with chloroform
  4. concentrationThe eluate was concentrated
  5. customcrystallized from ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-331e78f44cf74847817221983cb31339
Quelldatensatz
uspto-grants-2003_02
Patentnummer
USRE037979E1

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